Life doesn't always turn out the way you think it should, does it?
For instance, what happens when you get a puppy you don't want? For Simon that answer is simply: nothing good.
His life as a happy bachelor is torpedoed when he reluctantly accepts a puppy of indeterminable breed who names himself Tramp and seemingly never ever stops growing - personality included. Any principles for raising a dog are put to the test, and so is Simon's state of mind when his sex-life is sabotaged, his sports car rendered useless, and Tramp is spending all of Simon's money.
And then there's the women... quite a few of them, but one in particular. The angry one in the park who likes dogs and who wonders if Simon is a stripper because he flashes her his ass. But in reality, he looks like he's just escaped from an asylum.
And that's just the beginning...